5-butoxy-indan-1-ylamine | 132080-45-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5-butoxy-indan-1-ylamine
• 英文别名: 5-Butoxy-indan-1-ylamin；5-butoxy-2,3-dihydro-1H-inden-1-amine
• CAS: 132080-45-6
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: PEFQJKUUVUCZRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-butoxy-indan-1-ylamine 、 6-氯嘌呤核苷 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 N-(5-butoxy-2,3-dihydro-1H-inden-1-yl)adenosine
  参考文献：
  名称：

  N6-Substituted adenosine receptor agonists: potential antihypertensive agents

  摘要：

  Adenosine is known to exert a wide range of pharmacological effects including hypotension. This effect of adenosine suggested that modified analogues of adenosine might provide useful antihypertensive agents. Thus, we prepared a series of novel N6-benzocycloalkyladenosines and studied their receptor binding and antihypertensive activity. The structure-activity relationship study shows that the adenosine analogues having the hydrophobic phenyl moiety one carbon away from the C6-nitrogen have modest affinity and selectivity for the A1 receptor, whereas those with the phenyl moiety two carbons away from the C6-nitrogen have excellent affinity and selectivity for the A1 receptor. Many of these analogues showed excellent antihypertensive activity with a wide range of effects on heart rate. There is no direct correlation between the receptor binding affinities and antihypertensive activity; however, it is more closely associated with A1 than A2 affinity. The bradycardic effect of these agonists seems to be due to the A1 affinity. From this set, compound 3 was further evaluated in secondary antihypertensive screens. It lowered the blood pressure dose dependently with effects lasting for over 20 h following administration of a 30 mg/kg dose. Compound 3 was also effective in lowering blood pressure in a renal hypertensive rat model. Thus, appropriately modified N6-substituted adenosines represent a novel class of antihypertensive agents.

  DOI：

  10.1021/jm00107a025
• 作为产物：
  描述：

  5-butoxy-indan-1-one oxime 在 盐酸 、 钯 作用下， 生成 5-butoxy-indan-1-ylamine
  参考文献：
  名称：

  US2832804

  摘要：

  公开号：

文献信息

• DE1007323
  申请人：——

  公开号：——

  公开（公告）日：——
• TRIVEDI, B. K.;BLANKLEY, C. J.;BRISTOL, J. A.;HAMILTON, H. W.;PATT, W. C.+, J. MED. CHEM., 34,(1991) N, C. 1043-1049
  作者：TRIVEDI, B. K.、BLANKLEY, C. J.、BRISTOL, J. A.、HAMILTON, H. W.、PATT, W. C.+

  DOI：——

  日期：——